Synfacts 2023; 19(07): 0671
DOI: 10.1055/s-0042-1752618
Metals in Synthesis

Enantioselective Copper-Catalyzed Three-Component Synthesis of Z,Z-Multifunctional-1,5-dienes

Contributor(s):
Mark Lautens
,
Aurélien Dupeux
Piñeiro-Suárez M, Álvarez-Constantino AM, Fañanás-Mastral M. * Universidade de Santiago de Compostela, Spain
Copper-Catalyzed Enantioselective Borylative Allyl–Allyl Coupling of Allenes and Allylic gem-Dichlorides.

ACS Catal. 2023;
13: 5578-5583
 

Significance

The group of Fañanás-Mastral reports a highly chemo-, regio-, enantio- and diastero­selective copper-catalyzed synthesis of multifunctional internal 1,5-dienes. This reaction has a large functional group tolerance and the products could be easily transformed into more complex structure for example using coupling reactions.


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Comment

The authors explain the high level of enantio- and diasteroselectivity observed in this transformation by non-convalent substrate–ligand interactions. This result is supported by DFT calculations.


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Publication History

Article published online:
16 June 2023

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